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Top Luxury Eastern Shore Hotels

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

2 hours drive from Ocean City Boardwalk

Stay at this luxury hotel in St. Michaels. Enjoy free Wi-Fi, free valet parking and a full-service spa. Our guests praise the helpful staff in their reviews. ...

9.6/10 Exceptional! (384 reviews)

Beautiful historic building with a breathtaking view. Rooms were nice and comfortable. Food was excellent

Reviewed on 12 May 2026

Inn at 202 Dover

202 East Dover Street Easton MD

2 hours drive from Ocean City Boardwalk

Stay at this luxury inn in Easton. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Avalon Theatre and Customs House are located ...

Lighthouse Club Hotel

200 56th Street Ocean City MD

8 min drive from Ocean City Boardwalk

Stay at this luxury hotel in Ocean City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...

9.4/10 Exceptional! (654 reviews)

Terrible

Reviewed on 8 May 2026

See all 7,781 properties in Eastern Shore

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.